3-Methoxybenzoic acid synthesis
- Product Name:3-Methoxybenzoic acid
- CAS Number:586-38-9
- Molecular formula:C8H8O3
- Molecular Weight:152.15
Yield:586-38-9 85%
Reaction Conditions:
with copper(l) iodide;potassium carbonate in dimethyl sulfoxide at 100; for 24 h;Inert atmosphere;
Steps:
2.1 Typical procedure for thesynthesis of aromatic carboxylic acids from arylboronic acids and acetylacetate:
General procedure: Phenylboronic acid (0.12 g, 1.0 mmol)acetyl acetate (650mg, 5.0 mmol)CuI (19 mg, 10 mol%)K2CO3(0.28 g, 2.0 mmol) were dissolved in DMSO (5 mL, anhydrous). The solution was stirred at 100 °C under nitrogen atmosphere for 24h and then cooled and the solution was poured into HCl (40 mL, 1 mol/L). The mixture was extracted with CH2Cl2 (40 mL). Then, the solution was washed with HCl (40 mL, 1 mol/l), and dried over sodium sulfate. Upon removal of the solvent with a rotavapor, the resulting residue was subjected to column chromatography (petroleum ether/AcOEt 20:1) to give the desired product 3a(117 mg, 96%) as a white solid.
References:
Zheng, Rui;Zhou, Qizhong;Gu, Haining;Jiang, Huajiang;Wu, Jiashou;Jin, Zhengneng;Han, Deman;Dai, Guoliang;Chen, Rener [Tetrahedron Letters,2014,vol. 55,# 41,p. 5671 - 5675] Location in patent:supporting information
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